Phenylethanolamine → HCID 67897358, compound

HRID 236259Notes

Reaction equation

HRID 236259 reaction equation
CS[C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][O:13][CH3:14])=[CH:4][N+:5]([O-:7])=[O:6].[CH:15]1[CH:20]=[CH:19][C:18]([CH:21]([OH:24])[CH2:22][NH2:23])=[CH:17][CH:16]=1>C(O)C>[OH:24][CH:21]([C:18]1[CH:19]=[CH:20][CH:15]=[CH:16][CH:17]=1)[CH2:22][NH:23][C:3]([NH:8][CH2:9][CH2:10][S:11][CH2:12][O:13][CH3:14])=[CH:4][N+:5]([O-:7])=[O:6]

Participants

4

Reactant 2

HCID 1000PhenylethanolamineHCID 73665945HCID 73665945, compound

Product 1

HCID 67897358HCID 67897358, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

With 15 ml of ethanol were mixed 7.5 g of the 1-methylthio-1-[2-(methoxymethylthio)ethylamino]-2-nitroethene and 5.6 g of DL-β-hydroxyphenethylamine, and the resulting mixture was stirred at room temperature for 8 hours, and then allowed to stand overnight at room temperature. The solvent was removed by distillation under reduced pressure, and the crystals thus obtained were washed with 15 ml of isopropanol and then dried to obtain 7.3 g (yield 71%) of N-(β-hydroxyphenethyl)-N'-[2-(methoxymethylthio)ethyl]-2-nitro-1,1-ethenediamine having a melting point of 107°-109.5° C.

Workup

  1. waitto stand overnight at room temperature
  2. customThe solvent was removed by distillation under reduced pressure
  3. customthe crystals thus obtained
  4. washwere washed with 15 ml of isopropanol
  5. customdried

Sources & evidence

ORD record
ord-475269c2fdb24594aad938cb6f149de0
Source dataset
uspto-grants-1987_02
Patent number
US04643849

Reaction notes

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